Evidence map›Paper›PMID 40838091›Full record

ArticleJournal of molecular structure2023

Synthesis of new vitamin K derivatives with a ketone group at the C-1' position of the side chain and their conversion to menaquinone-4.

Natsuko Furukawa, Xuejie Chen, Satoshi Asano, Marina Matsumoto, Yuxin Wu, Kohei Murata, Atsuko Takeuchi, Chisato Tode, Jian-Ke Tie, Yoshihisa Hirota and 1 more

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Journal of molecular structure, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

2 citing papers in PubMed.

  1. Article
  2. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

11 authors.

Natsuko FurukawaLaboratory of Organic Synthesis and Medicinal Chemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
Xuejie ChenDepartment of Biology, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, USA.
Satoshi AsanoLaboratory of Biochemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
Marina MatsumotoLaboratory of Biochemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
Yuxin WuLaboratory of Biochemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
Kohei MurataLaboratory of Biochemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
Atsuko TakeuchiInstrumental Analysis Center, Kobe Pharmaceutical University, 4-19-1 Motoyamakita- machi, Higashinada-Ku, Kobe 658-8558, Japan.
Chisato TodeInstrumental Analysis Center, Kobe Pharmaceutical University, 4-19-1 Motoyamakita- machi, Higashinada-Ku, Kobe 658-8558, Japan.
Jian-Ke TieDepartment of Biology, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, USA.
Yoshihisa HirotaLaboratory of Biochemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
Yoshitomo SuharaLaboratory of Organic Synthesis and Medicinal Chemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.

Funding

Characterization of enzymes in the vitamin K cycleR01HL131690 · NHLBI · UNIV OF NORTH CAROLINA CHAPEL HILL · PI STAFFORD, DARREL W, TIE, JIANKE · 2016 to 2023
$4.0M
NHLBI NIH HHS R01 HL131690
6 · The paper itself

Abstract

Prior to being utilized in the body, dietary vitamin K homologues are converted to menaquinone-4 (MK-4) by cleavage of the side chain part followed by prenylation. We predicted that the prenylation would occur due to the electron deficiency at the C-1' position of the allyl moiety. Therefore, as an alternative method to make the C-1' position electron-deficient, a new vitamin K derivative was synthesized by introducing a ketone group, and its conversion to MK-4 was investigated. Introduction of a ketone group at the C-1' position of the side chain of 2',3'-dihydrophylloquinone, which is known to resist conversion to MK-4, induced conversion to the MK-4 analog to a degree similar to that of natural phylloquinone. Thus, the electron deficiency at the C-1' position is important for the conversion to MK-4.

Indexed as

carboxylation activityconversionMenaquinone-4Vitamin K

Identifiers

PMID40838091
PMCPMC12364019

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.